6-엑소메칠렌 펜남 유도체의 합성

• 영문명: Synthesis of 6-Exomethylene Penam Derivatives
• 발행기관: 대한약학회
• 저자명: 임채욱(Chae Uk Im) 박희석(Hee Suk Park) 이현수(Hyun Soo Lee) 임철부(Chul Bu Yim)
• 간행물 정보: 『약학회지』제44권 제2호 (2000년), 128~134쪽, 전체 7쪽
• 주제분류: 의약학 > 기타의약학
• 파일형태: PDF
• 발행일자: 2000.04.29

영문 초록

The synthesis of new 6-exomethylene penams with triazole ring was described. The 6,6-dibromopenam 5 was treated with CH3MgBr and carbaldehyde 4 to afford the 6-bromo-6-(1-hydroxy-1-methyl)penicillanate 6, which was reactod with acetic anhydride to give acetoxy compound 7. The deacetobromination of 7 with zinc and acetic acid gave 6-exomethylenpenams, Z-isomer 8 and E-isomer 9, which were oxidized to sulfones 10 and 11 by m-CPBA. The p-methoxybenzyl compounds 6~11 were deprotected by AlCl3 and neutralized to give the sodium salts 12~17.

키워드

Triazole 6-Exomethylenepenam β-Lactamase inhibitors.